Very comfortable with taxes, but haven’t done tax work for years, so sometimes I seek advice on things I’ve forgotten.No one is going to do the level analysis and planning that I do with my own taxes, so I’m fairly certain I’m saving a significant amount of money in legal tax avoidance. 

Buying out of state can seem a little out of your comfort zone at first until you see it can be managed.

and yes I have done the majority of the work myself and supervised the items I'm not as comfortable with.

Some days I am like this was 1000% worth it and others I am like how are people so comfortable with this!?

The sooner you start, the sooner you will feel more comfortable with the idea of investing in a property. 

Everyone has different comfort levels with their money, you should do what makes you comfortable.  

If you weren't comfortable going the turnkey route then you could partner with an investor friendly agent who should have teams in place to make the investment passive for you as well. 

You are the one investing your money, and you should feel comfortable with the property before committing the non-refundable EMD.

If you're comfortable with a long-term horizon, both real estate and stocks can be excellent vehicles for wealth growth.Active vs.

It all depends what your comfortable with.